luxury house for sale Peconic, United States

Cutchogue Farmstead. Ideal North Fork location. This property includes the home, a 2600 sf barn with horse stalls, water and electric, outbuildings, and 4.5 acres of vines planted in Merlot, Sauvignon Blanc and Riesling varietals. This 1800's restored farmhouse is set on 17.5 acres of level, fertile land. Development rights are intact offering not only agricultural potential but also subdivision and other options. The farmstead's manageable land size is suitable for an eco-friendly, entry level enterprise and also offers additional acreage to an established owner looking to increase crop production. The 3BR, 2 BA farmhouse has a lovely, covered porch with a Western exposure, great for afternoon get-togethers. A patio with a pergola overlooks the planted vines. Opportunity abounds in this 17.5-acre, development rights intact property in Cutchogue, the sunniest place in New York State. REALLY! Central, accessible North Fork location. Bring your concept to life here.

It’s All About the Location! Perfectly situated along the Long Island Sound in the coveted hamlet of Southold. This quintessential North Fork beach cottage captures the very essence of coastal living, offering 100 feet of prime, sandy beachfront—a rare and exceptional find. While intimate in scale, the property delivers a lifestyle that’s nothing short of extraordinary. Spend your days seaside, basking in the sun amid Mediterranean-like surroundings, and your evenings savoring a cocktail as the sky transforms into a canvas of breathtaking sunsets. Set on .8 of an acre, this property presents a unique opportunity—enjoy it in its current charming form or plan and build your custom waterfront dream home. Either way, this offering embodies the timeless appeal of beach front living at its finest.

Tucked away on a private road in the heart of historic Southold, this light-filled coastal home offers a rare combination of privacy, convenience, and North Fork charm. Surrounded by peaceful farm frontage and mature landscaping, this tranquil retreat is just off the North Fork Wine Trail and moments to town and private Peconic Bay and Long Island Sound beaches. Its setting captures the very best of life on the North Fork.Designed for easy living and effortless gathering, the six-bedroom home features bright open-concept spaces that flow naturally from one room to the next. Large windows fill the home with natural light, while thoughtful updates and custom details create a warm and welcoming atmosphere throughout. A fully finished lower level provides additional space for recreation, guests, or movie nights after a day at the beach.Upstairs, a dramatic loft-style landing overlooks the main living area below, creating a sense of openness and connection. The primary suite and additional bedrooms open directly to a balcony overlooking the backyard, where summer days are spent poolside and evenings linger long after sunset.Outside, the home unfolds into a private retreat. A heated saltwater 20' x 45' pool with spa, expansive marble patio, and oversized pergola with pizza oven and fireplace create inviting spaces for al fresca dining, entertaining, and quiet relaxation. Beyond the pool, an additional 1/2 acre tree-lined lot offers room for exploration, a firepit to roast s’mores and hotdogs, lawn games with friends, an afternoon snooze on the hammock, or simply extra space and privacy. Two large outdoor sheds keep bikes, games and beach gear easily accessible.Whether enjoying a morning walk to the beach, browsing nearby farm stands, visiting local wineries, or spending an evening in Greenport, this is a home designed to be enjoyed in every season—a place where family and friends naturally gather and where North Fork memories are made.

Welcome to a stunning, one-of-a-kind, luxury modern waterfront home in the highly sought-after hamlet of Southold. This custom, newly constructed, residence is perfectly oriented West on Town Creek. Featuring 160’ of waterfront and expansive views of Peconic Bay, it includes a private 6 x 20' dock and an 82’ Trex catwalk. Constructed with every attention to detail, the home includes maximum structural integrity, energy efficiency and elevated finishes throughout. The sleek open-concept design encompasses approximately 4,500 square feet of living space. The light-filled residence showcases curated architectural features, ranging from floor-to-ceiling glass, floating staircases, bluestone and covered patio, water-view balcony, and a walk-out lower terrace. The Modern custom kitchen is adorned with ceiling-high cabinetry, Thermador appliances, marble countertops and porcelain inlay backsplash. The adjoining great room is anchored by a stunning gas fireplace surrounded by textured porcelain and this main level also includes an office, dining room and junior en-suite offering private access to the water and soon to be built saline heated pool. An upper level primary en-suite includes a private balcony and three additional spacious bedrooms, luxury baths, laundry and unfinished bonus space. The lower level offers 2,000 square feet for new owners to reimagine and personalize. The offering is complete with Founders Landing Beach, wineries, farm to table dining and a vibrant North Fork atmosphere.

North Fork living at its best. Welcome to this beautifully landscaped property in the desirable Bayview area of Southold. This magnificent home sits perfectly on a meticulously maintained double lot. The residence features four large bedrooms, two of which are en-suite, with one being on the first floor. Beautiful inlaid cherry floors complement both the formal dining room and the living room, which features built-in cherry cabinetry and a fireplace. You’ll also find a private paneled office with a wet bar, perfect for working from home. The heart of the home, the kitchen, is an architectural marvel, featuring a dramatic two-story ceiling and eight-foot-tall windows that create an airy, open space. The den off the kitchen, complete with a fireplace, is warm and inviting, with a wall of windows overlooking the backyard. The second floor offers two large bedrooms and a full bath, along with an oversized open loft area with seating that provides a stunning view of the backyard. This leads to the main bedroom and bath, which also features an infrared sauna. The main bedroom includes a gas fireplace and sliding doors that open to a magnificent deck overlooking your private oasis. A spiral staircase leads down to the backyard, where you’ll find a heated saltwater gunite pool, poolside cabana, and sport court. With full landscape lighting, the property is stunning both day and night. This residence is ideal for hosting unforgettable gatherings and making every day feel like a vacation. Just a short stroll to Goose Creek Beach and close to town.

Tucked within the coveted Fleets Neck community, this charming Cape Cod–style home offers a seamless blend of indoor comfort and effortless outdoor living, all set in the heart of the North Fork’s celebrated farm and wine country. Perfectly positioned just moments from local vineyards, farmstands, and bay beaches, the location alone captures the essence of the North Fork lifestyle. Designed with entertaining in mind, the home features an updated, open-concept layout anchored by a striking stack stone wood-burning fireplace in the great room—an inviting space for gathering year-round. Just beyond, a formal dining room with soaring ceilings overlooks the backyard, where the true highlight of the property unfolds. Step outside to a private, resort-like setting centered around the in-ground pool, surrounded by an expansive patio and dedicated outdoor grilling area—ideal for summer afternoons that stretch into evening dinners under the open sky. Whether hosting large gatherings or enjoying quiet weekends at home, the outdoor living experience here is both functional and beautifully integrated. The main level offers two generously sized bedrooms and an updated full bathroom, while the second floor features two additional guest bedrooms and another updated full bath, providing comfortable accommodations for all. As part of the Fleets Neck Association, residents enjoy exclusive access to a private beach overlooking Cutchogue Harbor, with sweeping views toward Robins Island and Nassau Point—an idyllic extension of this already exceptional setting.

Here’s what I love about 2120 Crown Land Lane in Cutchogue. The first thing that stood out to me was the setting. Across the street, you have this beautiful stretch of woods that will not be built on, and it gives the front porch such a calm, private feeling. Sitting there in the evening, catching the sunset over that side of the neighborhood, you immediately understand why this house feels different. The approach is also beautifully done. The driveway is finished with Belgian block edging, the walkways to the front and back of the home have landscape lighting, and the evergreens along the property create this polished, private view of the house and backyard. It feels manicured, but not stiff. Then you get to the backyard, and honestly, this is where the house really shows off. The grilling pavilion is fantastic, but the fire pit area is one of the best conversation spaces I have seen. A radius-cut floating bluestone bench wraps around individual seating areas and a 4-foot fire pit, all set on a bluestone patio and anchored by a stunning magnolia tree. Just beyond that, there is a bocce ball court, the pool area, and another outdoor room that makes the whole backyard feel like a private resort. What makes it even better is that all of these outdoor spaces have speakers and lighting, so whether it is a quiet night by the fire or a full summer gathering, the atmosphere is already built in. Inside, the kitchen is exactly what you hope to find. Thermador appliances, a 4-burner gas cooktop with griddle, beverage drawers, wine storage, double ovens, microwave, and this incredible shade of blue on the island and cabinetry that gives the space personality without feeling trendy. It is custom, useful, and beautiful all at once. The home also has speakers in the kitchen, den, and living room with fireplace, along with Lutron smart home lighting, which makes entertaining feel easy. The bathrooms are beautifully updated with tile selections that feel current, but timeless. Add in access to amazing sandy beaches in the Cutchogue Park District, the library, school, diner, and easy access to the Hampton Jitney for NYC, and this home starts to make a lot of sense. It has so many of the features people are looking for in new construction, but without the new construction price tag. That is why I love it.

You know we have been looking at new homes for a while. This one is the first that felt like, okay, this checks the boxesThe granite front porch sold me right away. wine and cheese with everyone and with the larger width and depth, you can see they built the home with this in mind. And the kitchen is exactly what I wanted because this is where we all hang out and this has the built in refrigerator, freezer, double ovens with the pantry right there, and the island is set up so your not doing that awkward move over dance. And I have never seen this before, a 45 workstation sink is genius. Two people can actually use it without elbow wars.Then you see the laundry room and it's amazing. In this 5 bedroom house you have 4 slide out drawers to hold the 4 laundry baskets and since they have a set place, the room stays organized. It also has a pet washing station with slate floors and tiled walls it's just a smart use of space. The main floor suite is perfect, and the walk in closet has lighting right on the hanger bars so you can actually see everything. The bathroom has a curbless shower shower, built in bench, dual vanities and a toto wash-let toilet. It is not every house that has these features.The finished basement doesn't feel like a basement as it has big windows, double doors out to the pool stairs, bright and open. It's set up for movie nights with Savant controlled speaker and media throughout the house, a beverage center, and even a steam shower down there. Upstairs you have another primary suite as well as two more bedrooms with baths so the layout works so well.Outside is straight up resort mode. Covered granite porch with wall-wash lighting, speakers, a pool with a 6 swim deck for in water lounge chairs and umbrellas, sheer descent water feature and bluestone patio and walkways, all the low maintenance stuff we actually want.And the location is perfect for getting people out of the house. The neighborhood has a path to Goose Creek with kayak and paddle board racks to jump on the water and head over to the sandy beach at Goose Creek beach. This is also 15 minutes to South Harbor Rd beach without the car and Croateux Winery. iconic for the French country vibes is basically just around the corner.

Tucked away in the coveted waterfront hamlet of New Suffolk, this charming move-in ready ranch captures the easygoing spirit of North Fork living. Warm hardwood floors run throughout the home, where an inviting living and dining area flows effortlessly into a bright, sun-filled kitchen overlooking the backyard gardens. The layout offers two comfortable guest bedrooms, a full hall bath, and a private primary suite with its own full bath, walk-in closet, and laundry area. Outside, the property feels peaceful and established, with lush green lawns, thoughtfully maintained garden beds, and a vegetable garden tucked along the rear of the yard. Just moments from the beloved New Suffolk beach, local favorites like Minnow and Legends Restaurant, and Shagwong Marina, the location places you right in the heart of one of the North Fork’s most cherished waterfront communities. Whether envisioned as a quiet weekend escape or a year-round home, life in New Suffolk offers a timeless coastal charm that never goes out of style.

1260 Water Terrace, Southold, NY 11971 Welcome to your own slice of paradise in the coveted Angel Shores beach community. This beautifully crafted home offers deeded bay beach access at the end of the road, and a spectacular backyard retreat—complete with vibrant gardens, an inviting inground pool, hot tub, and tranquil waterfall. Whether you're entertaining guests or enjoying a quiet evening at home, this outdoor space delivers the ultimate in North Fork living. Inside, the heart of the home is a spacious eat-in kitchen with center island that opens to a formal dining area, ideal for gatherings of any size. The main level also features an adjacent family room with a gas fireplace, a dedicated home office, and a living room—each thoughtfully designed with soaring ceilings and detailed crown moldings for a touch of elegance throughout. The home features four spacious bedrooms and two and a half baths, including a generously sized primary en-suite that serves as a peaceful retreat. Three additional large bedrooms provide comfortable accommodations for family or guests. Enjoy effortless indoor-outdoor living with a classic wrap-around front porch to relax and sip lemonade and a large back deck that flows into the lush, private backyard oasis. Whether you're seeking a year-round residence or a seasonal escape, this exceptional property invites you to unpack and start enjoying all that the North Fork lifestyle has to offer.

.38-acre wooded level lot in a private and natural setting. Ideally located near Paradise Point, Cedar Beach, Southold shops, vineyards, farmstands and Greenport Brewery. This is a triangle shape lot with 258ft of frontage on N Bayview Rd and 178ft/182ft deep on each side. A rare opportunity to create your own coastal retreat in one of the North Fork’s most desirable neighborhoods. No preliminary work has been done with the DOH, Planning Board, or building dept at this time. Please don't walk property without your agent present.

The one you've been waiting for. Welcome to your private retreat in the heart of Mattituck. This spacious 3-bedroom, 2 updated bath sprawling ranch is nestled in a quiet, sought-after neighborhood and offers the perfect blend of comfort, charm, and outdoor beauty. Step inside to find a large, sun-filled eat-in kitchen—ideal for gathering with family and friends. The warm and inviting family room features a classic wood-burning fireplace, creating the perfect ambiance for cozy fall and winter evenings. Outside, escape to your own backyard oasis. Enjoy lush gardens, mature landscaping, and a sparkling pool—perfect for relaxing summer days or entertaining guests in style. Whether you're lounging poolside or sipping coffee on the patio out front surrounded by nature, this home delivers peace and privacy. With plenty of room for all and a layout designed for easy living, this home is perfect for year-round living or a seasonal getaway. Don’t miss this rare opportunity to own a slice of North Fork serenity!

Offered for the first time in decades - A rare slice of Long Island history. Step back in time without sacrificing modern comfort in this c.1600s Dutch Colonial farmhouse, gracefully set on .39 acres in the heart of the North Fork. With 4-5 bedrooms, 3 full baths, and over 400 years of character, this one-of-a-kind home blends heritage and warmth with beachy, coastal charm. Features include: * Original wide-plank wood floors? * Five wood-burning fireplaces for cozy evenings? * Charming eat-in country kitchen? * Spacious dining room & inviting living room? * Walk-in pantry + oversized laundry room with antique tub, washer/dryer? * Central air (1st floor) with retrofitting for additional areas? * Deeded beach access just steps away? Enjoy the best of both worlds-secluded and serene, yet very close distance to historic Greenport Village, home to the iconic carousel, North Fork Arts Center at the Greenport Theatre, and artisan shops. Explore the nearby charm of Historic Southold Town, and spend weekends sampling world-class restaurants, seafood markets, vineyards, craft breweries, and farmstands. Live music, local culture, and a quick ferry ride to Shelter Island make this the perfect year-round residence or getaway. Your North Fork dream awaits-steeped in history, surrounded by beauty.

Located in the desirable Harborview area of Shelter Island, this modern farmhouse blends luxury, comfort, and coastal living. Just 0.2 miles from a private waterfront association, enjoy easy access to kayaking and the beach. Set on a beautifully landscaped half acre, the home is designed for seamless indoor-outdoor living. The open-concept interior is flooded with natural light, featuring a chef’s kitchen that flows effortlessly to the dining and living areas, highlighting views of the backyard oasis. Outside, relax in the heated pool, outdoor shower, or firepit lounge, or entertain on the spacious deck with retractable awning and covered dining area. With five generous bedrooms, including primary suites on both the first and second floors, the home accommodates guests in style. The upstairs suite features a gas fireplace and covered balcony. The fully finished lower level includes a media room with theater seating, a versatile den or gym with yard access, and a fifth bedroom with a large hall bath. Step inside and start enjoying the best of Shelter Island living.

This well-maintained, single-level ranch is ideally situated in the desirable Harborview area of Shelter Island, offering association beach access for effortless coastal living. The home features a spacious kitchen with warm wood cabinetry, granite countertops, and stainless steel appliances—perfect for both everyday living and entertaining. A large, inviting living room with a wood-burning fireplace provides a comfortable gathering space year-round. Just off the kitchen, sliding French doors open to a covered three-season room/screened porch with a vaulted ceiling, creating a seamless indoor-outdoor flow and easy access to the backyard—ideal for barbecuing and relaxing. The home includes three generously sized bedrooms and two and a half baths, all set on a .44-acre lot. Additional highlights include an outdoor shower, a partial basement with finished space for added flexibility, an attached two-car garage, and a detached 1.5-car garage offering additional storage or workspace. A wonderful opportunity to enjoy the charm and tranquility of Shelter Island living.

Stunning custom built masonry contractor's own home. Set on 2.44 serene secluded acres surrounded by nature, peace and tranquility. Craftsmanship and attention to detail balances elegance, flow and functionality. Thoughtfully designed with high ceilings, European White Oak flooring, custom built-in cabinetry and shelving throughout. A chef's open concept kitchen features a large island, Viking appliances, prep sink, a walk-in pantry with secondary refrigerator and a sunny breakfast nook with a custom built table and seating. Entertain effortlessly in the open kitchen and great room complete with wood burning fireplace and built in cabinetry. Sliding doors lead to covered patio which allows for a seamless flow of the indoor and outdoor spaces. First floor primary ensuite bedroom with walk in closet, door to back patio, a luxurious spa bathroom with shower and soaking tub. There is another first floor ensuite bedroom and two additional bedrooms with a shared bathroom. First floor laundry room, powder room and mud room with side entrance. Second floor bonus room perfect as a den, office, or media room. Relax on the covered blue stone patio with stone and brick wood burning fireplace. and an outdoor kitchen. Step down to another open patio with fireplace overlooking lush yard and two greenhouses. Includes Deeded access to Mattituck Inlet. This a truly special home set on a magical property located in Mattituck-The heart of the North Fork. Close to beaches, Marina, wineries, farm stands, shopping, restaurants, transportation and Love Lane.

Discover a rare and compelling offering on Shelter Island where historic character and modern sophistication exist in perfect harmony. 7 Stearns Point Road presents a unique opportunity to live expansively-either as a private family compound or as an owner-occupied five-bedroom Bed & Breakfast. Originally dating to 1902 and thoughtfully reimagined for today's standards, the residence is set on 0.70 acres in the heart of Shelter Island Heights, just moments from Crescent Beach and Sunset Beach. Spanning approximately 5,838 square feet, with an additional 2,588-square-foot full-height basement, the home seamlessly blends timeless architectural details with contemporary comfort. Arranged across two distinct structures connected by a covered breezeway, the property's nine bedrooms and nine bathrooms are thoughtfully distributed between the original Annex-offering seven bedrooms-and a recently completed extension featuring two additional ensuite bedrooms. The new wing is further distinguished by a dramatic double-height living area and a dedicated wellness room, equally suited for private residential use or boutique hospitality. Generous entertaining spaces include two living rooms and a well-equipped kitchen designed to accommodate both intimate gatherings and larger-scale hosting. Outdoors, the grounds evoke a private resort atmosphere, featuring a heated 40' x 18' gunite pool, mature landscaping, and multiple areas for relaxation and entertaining. Two separate driveways provide added convenience and privacy for owners and guests alike. With zoning and approvals allowing for an owner-occupied five-bedroom Bed & Breakfast, along with the benefit of an existing liquor license for guest use, the property offers a rare level of versatility. Whether envisioned as a legacy family retreat, a refined island escape, or a boutique hospitality venture, the possibilities are both flexible and compelling.

Wonderful remodeled home located in secluded Silver Beach on West Neck Bay. With water on 2 sides of this lovely estate, enjoy the water views from all rooms. 5 Bedrooms, 6 baths, finished lower level and open rooms, this is a wonderful home to enjoy for the summer or year round. The large open kitchen with high-end appliances opens to a massive dining room overlooking the rolling yard down to the water. The primary bedroom on the second floor features a full bath and two very large walk in closets and French doors out the a balcony. Just off the primary bedroom is one of two laundry areas and 2 guest suites all en-suite. On the main level is an en-suite guest bedroom, library with fireplace, open kitchen and dining room, another full bath for the pool area and a living room with an additional laundry just off the service entrance. This lovely home features a veranda with a pool, detached garage, partially finished lower level and an expansive yard and deep water dock. A wonderful home with exquisite views and room for everyone.

Nestled on a full acre in the heart of Shelter Island, this exceptional island retreat offers the perfect blend of relaxed elegance and modern comfort. The main residence features an airy open-concept design ideal for both everyday living and entertaining. A chef’s kitchen anchors the home, seamlessly flowing into the dining and living areas, where a dramatic vaulted ceiling fills the space with natural light and a sense of grandeur. The main home includes four spacious bedrooms and three full baths, offering comfortable accommodations for residents and guests. An attached two-car garage provides convenience, with a versatile bonus room above—perfect for a media room, studio, or additional lounge space. Just across the yard, a charming private cottage offers two bedrooms, a full bath, a living room, and a kitchenette—ideal for guests or a private retreat. Outdoor living is equally inviting. The kitchen opens to a generous deck designed for effortless entertaining, overlooking beautifully landscaped grounds. Enjoy warm summer days by the heated gunite pool, relax around the firepit area, and take in the peaceful surroundings of this southwest-facing property. Across the street, access to West Neck Creek makes kayaking and paddleboarding effortless, offering a true water-lover’s escape. A rare opportunity that captures the essence of coastal living on Shelter Island—where comfort, style, and exceptional indoor-outdoor spaces come together in a truly special setting

Experience the pinnacle of refined living in this completely reimagined home, boasting a comprehensive renovation and redesign led by a professional interior designer. Every square inch has been thoughtfully curated, starting with the custom front door featuring openable screened sidelights that welcome you inside. Premium oak hardwood flooring flows seamlessly throughout the main living areas, grounding the home in natural warmth and elegance. The heart of the home, the great room and large kitchen, is an entertainer's dream, featuring gas fireplace, a dry bar with a wine fridge, premium lighting and plumbing fixtures, quartz countertops and custom window treatments including blinds and valances. First floor also includes a light filled den and separate office space for working at home. Retreat to the spectacular owner’s suite, a true sanctuary defined by architectural ceilings with shiplap details and a custom walk-in closet. The en-suite bathroom is clad in Italian marble and featuring premium fixtures. Indulge in the luxury of radiant floor heating—which extends into the large, curbless spa shower with its sleek infinity drain. Your guests are treated to equal luxury; guest baths feature premium fixtures and their own radiant floor heating. The guest bedrooms offer cozy carpeting and custom woodworking with the twin room featuring blackout and light-filtering shades for perfect rest. Behind the walls, the home is just as impressive. A whole-house water softening and purification system, smart irrigation system, and 2-zone heat/AC with smart thermostats ensure comfort and peace of mind. This is more than a renovation; it is a complete lifestyle upgrade. Located close to the heart of downtown Greenport Village and its bayfront beaches and transportation hub.

Opportunity knocks! This rare farmhouse style cottage rests on an expansive double lot on the edge of Greenport Village and is prime to be revamped. Featuring 1700sqft of interior space, a large block foundation with full basement throughout most of the footprint, a 12x22 detached garage and a yard that will allow your imagination to run wild. Walk into town, walk to 5th and 6th street beaches and easy access to all that the North Fork has to offer.

Set on a beautifully level 1.47 acre lot adjacent to a serene town-owned park, this delightful cottage-style home offers a unique opportunity just moments from Montclair Colony, Salt Restaurant, and the Island Boatyard Marina. Originally built in 1960, the main residence features a spacious open-plan living and dining area with a cozy fireplace, a formal dining room, and a sunroom off the kitchen-perfect for relaxing or entertaining. There's plenty of potential here to update or expand with your own design vision. The property also includes a separate, partially completed renovated 1-bedroom cottage, complete with a legal kitchen, spacious bathroom, and inviting living area-ideal for guests, extended family, or as a rental income opportunity. A detached 2-car garage and ample outdoor space, including room for a pool, complete this rare offering in one of the area's most desirable locations. Owned solar panels provide significant energy savings with little to no ongoing cost. Don't miss your chance to enjoy the peaceful living just minutes from local favorites and the charm of the surrounding community. The sauna, lap pool in the basement are not being represented. This home is being sold As Is.

Dating back to the original 1871 layout of the Shelter Island Grove and Camp Meeting Association, Spring Garden Avenue is celebrated for its organic, rolling streetscapes and preserved 19th-century architecture. 5 Spring Garden Avenue is an authentic 1880 Victorian residence that embodies the classic style of the era, from its steeply pitched rooflines to its expansive exterior woodwork. The interior layout is expansive and true to its vintage, characterized by distinctive octagonal rooms on both the first and second floors. With five bedrooms, a sprawling third-floor attic loft, and a substantial footprint of covered decks and porches, the home offers a generous canvas within a historic setting. A significant structural update was completed in 2008, replacing the older foundation with a new poured concrete basement and structural footings, alongside the installation of a new roof. Featuring full access to the Shelter Island Heights Association tennis courts and beach club, this property represents an authentic piece of island history.

A thoughtfully designed retreat offering peace, privacy, and understated luxury. Tucked away on a private drive in the island's center, you're close enough to bike to all of the island’s beaches or restaurants. The approach sets the tone: a winding drive reveals the house gradually. The home emerges across an expansive lawn, its clean black lines and Anderson windows throughout creating a striking silhouette against the natural canopy. That hammock strung between two trees? Exactly where you'll spend Sunday mornings with coffee and a good read. Inside, the design philosophy is clear: let the outside take the stage. White walls, black accents, and a massive window wall make the front yard feel like your living room's best feature. The newly installed Ortal 110 TS fireplace anchors the open space, a sculptural centerpiece that warms the kitchen, dining, and living areas. Ascoli smart lighting throughout means you can set the color temperature to exactly your liking and automate it to match the rhythms of your day. The kitchen features Robern cabinets, a Thermador gas range, a double oven, and a refrigerator, plus a generous island for preparing all that local fish and farmstand produce. Upstairs, three bedrooms include a primary with an ensuite walk-in shower, a second bedroom with queen-sized built-in bunk beds and clever storage nooks, and a third with expansive windows overlooking the rolling front lawn. A second full bathroom with a tub serves the floor. Downstairs, heated floors make winter mornings civilized. The spacious bathroom features Robern cabinets and heated towel rack, while walk-in closets are generous enough that you and your partner won't need to negotiate territory treaties. Every detail considered, nothing overdone. The fully fenced backyard is its own retreat. Your dog thinks it's paradise. Your green thumb agrees. The newly built backyard office/art studio/yoga sanctuary, properly insulated with new windows and doors, offers a legitimate reason to work from home that doesn't involve your kitchen table. Whether it becomes your creative sanctuary, your focus zone, or just where you hide from houseguests, it's ready. The house comes with complete pool plans designed by Glenn Lawton at Spatial Arts. Modern amenities where they matter: EV charger, bike and board storage, without sacrificing the serenity that brought you to Shelter Island in the first place. Even the entrance makes a statement with its sculptural fountain and thoughtfully designed wood and bluestone steps.